Radiolytic one-electron reduction characteristics of tyrosine derivative caged by 2-oxopropyl group.
We employed X-irradiation to activate a caged amino acid with a 2-oxoalkyl group. We designed and synthesized tyrosine derivative caged by a 2-oxoalkyl group (Tyr(Oxo)) to evaluate its radiolytic one-electron reduction characteristics in aqueous solution. Upon hypoxic X-irradiation, Tyr(Oxo) released a 2-oxopropyl group to form the corresponding uncaged tyrosine. In addition, radiolysis of dipeptides containing Tyr(Oxo) revealed that the efficiency of radiolytic removal of 2-oxopropyl group increased significantly by the presence of neighboring aromatic amino acids.
Tanabe
Kazuhito
K
Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Kyoto 615-8510, Japan. tanabeka@scl.kyoto-u.ac.jp
Ebihara
Masahiko
M
Hirata
Nao
N
Nishimoto
Sei-ichi
S
D000596:Amino Acids / Q000737:chemistry*; D004151:Dipeptides / Q000528:radiation effects; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011407:Propane / Q000031:analogs & derivatives / Q000737:chemistry; D013329:Structure-Activity Relationship; D014443:Tyrosine / Q000737:chemistry* / Q000528:radiation effects; D014965:X-Rays
D000596:Amino Acids; D004151:Dipeptides; D014443:Tyrosine; D011407:Propane